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I did it using different kinds of alcohols with trifluoroacetic acid, the end product should be an ester and water, but water doesn't show up in the NMR spectra,

2007-02-02 00:42:15 · 2 answers · asked by joeymacaroni 2 in Science & Mathematics Chemistry

2 answers

depends on the solvent you used where water will show up. you need to get the list off of a handout near the NMR or go to:

J. Organic Chemistry vol 62 no. 21 1977 pg. 7512

2007-02-02 04:02:50 · answer #1 · answered by shiara_blade 6 · 0 0

because water and alcohols exchange hydrogens with water, did you use CF3COOD maybe ?

do you know where water is in your solvent ? water can go from 0.4 deltas to 5 deltas and it's temeperature and concentration variable also.

The reaction between TFA and an alcohol can be very slow, and the main reaction with EtOH for example is just oligomerization of the Ethanol beacuse TFA is acidic enough to create ethyl cation from ethanol.

bulkier the alcohol, less ester you have and more carbocation, because the carbocation is more stable
Me+
Have fun

2007-02-02 09:28:40 · answer #2 · answered by scientific_boy3434 5 · 1 0

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